Downtown Longwood Cruise In

December 13, 2025 5:00 pm

Venue: Downtown Longwood
Categories: Central Florida, Recurring, Saturday

Every month on the second Saturday. Over 200 cars and trucks parked along the oak shaded brick streets every second Saturday of each month. Music by DJ Don from Cruisin Orlando. Free for all years and models. Hosted by the City of Longwood.

38th Annual Mustang & Ford Roundup

February 07, 2026 8:00 am

Venue: Downtown Longwood
Categories: Central Florida, Saturday

This exciting event welcomes all makes and models of Ford, Lincoln, and Mercury powered cars and trucks. This is a judged event with up to 200 vehicles eligible for trophies. Expect a lively atmosphere with a DJ, food trucks, raffle prizes, pet rescue, vendors, Longwood’s famous Farmers Market, 50/50 raffle, and more! Last day to register is January 24, 2026. Don’t delay, register today! Online registration HERE. Rain or shine.